A Simple One-Pot Entry to Cyclic Ethers of Varied Ring Sizes From Diols via Phosphonium Ion Induced Iodination and Base Catalyzed Williamson Etherification

Roy, Biswajit Gopal and Roy, Ashim and Achari, Basudeb and Mandal, Sukhendu B (2006) A Simple One-Pot Entry to Cyclic Ethers of Varied Ring Sizes From Diols via Phosphonium Ion Induced Iodination and Base Catalyzed Williamson Etherification. Tetrahedron Letters, 47 (44). pp. 7783-7787.

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    Abstract

    A novel and an efficient one-pot cyclization method using triphenylphosphine, iodine and a nitrogenous base has been established for the synthesis of cyclic ethers of various ring sizes. This appears to follow a two-step procedure, which includes preferential substitution of one hydroxyl group by an iodide generated in situ followed by an intramolecular ring closure through the attack of a free hydroxyl group or the more nucleophilic oxide ion.

    Item Type: Article
    URI: http://www.eprints.iicb.res.in/id/eprint/1091
    Subjects: Chemistry
    Divisions: Indian Institute of Chemical Biology
    Depositing User: Mr Santanu Sadhukhan
    Date Deposited: 28 Dec 2011 17:44
    Last Modified: 28 Dec 2011 17:44
    Official URL: http://dx.doi.org/10.1016/j.tetlet.2006.08.090
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